Cas no 1186195-24-3 (3,5-Difluoro-4-methoxypyridine)

3,5-Difluoro-4-methoxypyridine is a fluorinated pyridine derivative with a methoxy substituent at the 4-position, offering unique reactivity and stability for applications in pharmaceutical and agrochemical synthesis. The presence of fluorine atoms enhances its electron-withdrawing properties, making it a valuable intermediate in cross-coupling reactions and nucleophilic substitutions. The methoxy group further modulates its electronic and steric characteristics, facilitating selective functionalization. This compound is particularly useful in the development of bioactive molecules due to its ability to improve metabolic stability and binding affinity. Its high purity and well-defined structure ensure consistent performance in research and industrial-scale processes.
3,5-Difluoro-4-methoxypyridine structure
1186195-24-3 structure
Product Name:3,5-Difluoro-4-methoxypyridine
CAS No:1186195-24-3
MF:C6H5F2NO
MW:145.106808423996
CID:1074841
PubChem ID:45790724
Update Time:2025-10-21

3,5-Difluoro-4-methoxypyridine Chemical and Physical Properties

Names and Identifiers

    • 3,5-Difluoro-4-methoxypyridine
    • DTXSID00672327
    • SCHEMBL24952758
    • 1186195-24-3
    • AKOS005256346
    • AMY12489
    • MFCD12024852
    • CS-0365827
    • 4-Methoxy-3,5-difluoropyridine
    • DB-293908
    • MDL: MFCD12024852
    • Inchi: 1S/C6H5F2NO/c1-10-6-4(7)2-9-3-5(6)8/h2-3H,1H3
    • InChI Key: RMXCBWORXFRDFM-UHFFFAOYSA-N
    • SMILES: FC1C=NC=C(C=1OC)F

Computed Properties

  • Exact Mass: 145.03392011g/mol
  • Monoisotopic Mass: 145.03392011g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 102
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1
  • Topological Polar Surface Area: 22.1?2

3,5-Difluoro-4-methoxypyridine Security Information

  • HazardClass:IRRITANT

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Additional information on 3,5-Difluoro-4-methoxypyridine

Introduction to 3,5-Difluoro-4-methoxypyridine (CAS No. 1186195-24-3)

3,5-Difluoro-4-methoxypyridine, with the chemical identifier CAS No. 1186195-24-3, is a fluorinated pyridine derivative that has garnered significant attention in the field of pharmaceutical and agrochemical research due to its versatile structural properties and potential biological activities. This compound belongs to the class of heterocyclic aromatic compounds, which are widely recognized for their role in drug discovery and development. The presence of both fluoro and methoxy substituents in its molecular framework imparts unique electronic and steric characteristics, making it a valuable intermediate in synthetic chemistry.

The fluorine atom, being highly electronegative, influences the electronic distribution within the molecule, thereby affecting its reactivity and interaction with biological targets. Similarly, the methoxy group introduces a polar nature, enhancing solubility and binding affinity in certain biological systems. These features have positioned 3,5-Difluoro-4-methoxypyridine as a key building block in the synthesis of more complex molecules with potential therapeutic applications.

In recent years, there has been a surge in research focusing on fluorinated pyridines due to their demonstrated efficacy in modulating biological pathways. Studies have highlighted the role of such compounds in inhibiting enzymes and receptors involved in diseases such as cancer, inflammation, and neurological disorders. The structural motif of 3,5-Difluoro-4-methoxypyridine has been explored in various drug candidates, showcasing its importance in medicinal chemistry.

One notable area of research involves the use of 3,5-Difluoro-4-methoxypyridine as a precursor in the synthesis of kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling pathways, and their dysregulation is often associated with diseases like cancer. By incorporating this compound into drug design, researchers aim to develop selective inhibitors that can modulate kinase activity without unintended side effects. Preliminary studies have shown promising results in vitro, suggesting that derivatives of 3,5-Difluoro-4-methoxypyridine could serve as potent antitumor agents.

Another emerging application of 3,5-Difluoro-4-methoxypyridine is in the development of agrochemicals. The unique properties of this compound make it an attractive candidate for designing novel pesticides and herbicides. These compounds are essential for protecting crops from pests and diseases while minimizing environmental impact. The fluorine atoms in 3,5-Difluoro-4-methoxypyridine contribute to its stability and resistance to degradation, enhancing its efficacy as an active ingredient in agrochemical formulations.

The synthesis of 3,5-Difluoro-4-methoxypyridine typically involves multi-step organic reactions that require careful optimization to achieve high yields and purity. Common synthetic routes include fluorination reactions on pyridine derivatives followed by methylation at the desired position. Advances in catalytic systems have enabled more efficient and sustainable methods for producing this compound, aligning with global efforts towards green chemistry.

In terms of pharmaceutical applications, 3,5-Difluoro-4-methoxypyridine has been utilized in the development of central nervous system (CNS) drugs. The ability of fluorinated pyridines to cross the blood-brain barrier has made them valuable scaffolds for designing neuroactive compounds. Research is ongoing to explore derivatives of this compound for treating conditions such as depression, anxiety, and neurodegenerative diseases.

The chemical stability and metabolic profile of 3,5-Difluoro-4-methoxypyridine are also areas of interest. Fluorinated compounds often exhibit longer half-lives due to their resistance to enzymatic degradation. This characteristic can be leveraged to develop drugs with improved bioavailability and prolonged therapeutic effects. However, it is essential to balance stability with metabolic clearance to avoid accumulation and potential toxicity.

Recent advancements in computational chemistry have facilitated the design of novel derivatives of 3,5-Difluoro-4-methoxypyridine using virtual screening techniques. By integrating experimental data with computational models, researchers can predict the biological activity of new analogs before synthesizing them. This approach has significantly accelerated drug discovery pipelines and reduced costs associated with traditional trial-and-error methods.

The industrial production of 3,5-Difluoro-4-methoxypyridine requires stringent quality control measures to ensure consistency across batches. Analytical techniques such as high-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry (MS) are employed to verify purity and structural integrity. These methods are critical for maintaining compliance with regulatory standards set by agencies like the U.S. Food and Drug Administration (FDA) and the European Medicines Agency (EMA).

In conclusion, 3,5-Difluoro-4-methoxypyridine (CAS No. 1186195-24-3) is a multifaceted compound with significant potential across multiple sectors including pharmaceuticals and agrochemicals. Its unique structural features make it a valuable intermediate for synthesizing biologically active molecules with therapeutic applications ranging from oncology to CNS disorders. As research continues to uncover new derivatives and applications, 3, 5-Difluoro- 4-methoxypyridine is poised to remain at the forefront of chemical innovation.

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